https://sites.google.com/view/deep-dial-2019/keynotes Understanding and managing health is complex. Throughout the last few decades of modern medicine, we have relied clinicians on most health-related decision making. New technologies have enabled a growing involvement of patients in their own health management, aided by increasing variety and amount of patient-generated health data. Augmented personalized health [http://bit.ly/k-APH, http://bit.ly/APH-HI] strategy has outlined a broad variety of patient and clinician engagement in devising an increasingly more sophisticated and powerful health management solutions - from self-monitoring, self-appraisal, self-management, intervention to the prediction of disease progression and planning. Chatbot could play a pivotal role throughout the unfolding data-driven, AI-supported ecosystem [http://bit.ly/H-Chatbot] that engages patients and clinicians in collecting data, in driving their actions, informing them of their choices, and even delivering part of the clinical care (e.g., Cognitive Behavioral Therapy (CBT) for mental health patients). Nevertheless, this will require quite a few advances in making a more intelligent technology. In this talk, we will share some experience and observations based on our ongoing collaborative projects that usually involve clinicians and patients targeting pediatric asthma management, pre-and-post bariatric surgery care regimen, depression and other mental health issues, and nutrition. Using use cases and prototypes, we will elucidate the need, support, and use of domain- and user-specific knowledge graphs, Natural Language Processing (NLP), machine learning, and conversational AI for: - multimodal interactions including text, voice, and other media, along with the use of diverse devices and software platforms for “natural” communication - context enabled by deep relevant medical/healthcare knowledge including clinical protocols - personalization by collecting and using the history of the individual patient from IoT health devices, open data, and Electronic Medical Record (EMR) - abstraction by aggregating and correlating diverse streams data to draw plausible explanation(s) based on public (cohort-level) data (for example percentage of asthmatic patient who gets symptom when exposed to certain triggers) and personal data - smart dialogue (intent) management and response generations by causal relations and inference of association